Indulge your oenophile side at the Yeatman (from $292), a wine-themed property unveiled in September 2010 in the port-producing suburb of Vila Nova de Gaia. At this five-star faux palace, all 70 rooms and twelve suites open up to private terraces that have access to an outdoor decanter-shaped infinity pool, and the spa uses grape seeds in treatments like the Merlot wrap and crushed Cabernet scrub ($88 each).

Spot the bright blue door marked 97, the only identifying feature of 6Only (from $88), a cozy guesthouse slightly off the beaten path in the city center. Stylishly converted by local architect Tiago Lousan in 2009 and lovingly run by a pair of live-in owners, this 100-year-old townhouse contains six design-conscious doubles, each complete with colorful furniture, a small balcony, and elaborate flower-motif moldings, plus a light-filled common space where complimentary breakfasts are served.

Feel the drama at Hotel Teatro (from $154), a low-lit hideaway that stands on the site of the former Teatro Baquet. Inside, 74 swank units showcase designer Nini Andrade e Silva’s theater-themed interiors: heavy curtains, mirrors, and shades of bronze and gold. For added luxury, splurge on the sixth-floor suite (from $340), which comes with its own private terrace and a bathtub next to the bed.